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Pioneer woman pineapple upside down cake

40 MINUTES Cook
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pioneer woman pineapple upside down cake

If you’re searching for a dessert that is sure to impress your guests, look no further than the chocolate chip cookie ice cream cake. This decadent treat is perfect for any occasion, whether you’re celebrating a birthday or simply want to indulge in something sweet. The combination of rich chocolate chip cookies and creamy ice cream creates a heavenly flavor that is hard to resist. Plus, the presentation is stunning, with layers of cookies and ice cream topped with a drizzle of chocolate sauce. Making this dessert isn’t as daunting as it may seem either. Follow the proper steps and prepare to create a dessert that will make you believe in magic.

Pioneer Woman Pineapple Upside Down Cake

The Pioneer Woman offers a fabulous recipe for a pineapple upside-down cake. This delectable treat consists of a pineapple-infused cake layered with juicy slices of pineapple on top. A remarkable feature of this recipe is its versatility – you can use either fresh pineapple or canned sliced pineapple. Regardless of your choice, the result will be a stunningly beautiful and irresistibly delicious cake. Follow the step-by-step instructions provided by the Pioneer Woman to create the perfect pineapple upside-down cake.

Ingredients

  • 2 ½ cups all-purpose flour
  • 2 cups granulated sugar
  • 1 ½ cups whole milk
  • ¼ cup vegetable shortening
  • 1 tablespoon baking powder
  • 2 teaspoon vanilla extract
  • 1 teaspoon kosher salt
  • 2 large eggs
  • 1 20-ounce can of sliced pineapple, plus 2 tablespoon pineapple juice
  • 1 stick unsalted butter, softened, divided
  • 1 ⅓ cups brown sugar
  • Maraschino cherries

Instructions

pioneer woman pineapple upside down cake

To make a delicious pineapple upside-down cake, follow these steps:

  • Preheat the oven to 350°F.
  • Cake Batter: In a bowl, combine flour, granulated sugar, milk, shortening, baking powder, vanilla, salt, and eggs. Beat until well mixed.
  • Stir in pineapple juice and half of the unsalted butter (about 4 tbsp) until fully blended.
  • In a large ovenproof skillet, melt the remaining unsalted butter (about 4 tbsp). Swirl it around to coat the skillet evenly.
  • Sprinkle brown sugar over the melted butter, ensuring it covers the entire surface of the skillet. Do not stir the sugar.
  • Once the sugar dissolves, remove the skillet from the heat. Layer pineapple slices over the syrup, placing cherries in the center of the slices.
  • Pour the cake batter over the pineapple and spread it evenly.
  • Bake the cake in the preheated oven for 30 to 40 minutes.
  • Use a cake tester or toothpick to check the cake’s doneness 5 minutes before the recommended baking time.
  • Once baked, remove the cake from the oven. Run a knife around the edge of the cake and place a plate upside down on top of the skillet.
  • Carefully invert the skillet, letting the cake slide onto the plate. It should come out easily; if not, use a small knife to patch it together.
  • Allow the pineapple upside-down cake to cool for 5 to 10 minutes.
  • Cut into wedges and serve warm with a scoop of vanilla ice cream or whipped cream.
  • Enjoy this delightful treat!

Nutrition Information

Amount Per Serving:

  • CALORIES: 698
  • TOTAL FAT: 21g
  •  SATURATED FAT: 11g
  •  TRANS FAT: 0g
  •  UNSATURATED FAT: 9g
  • CHOLESTEROL: 85mg
  • SODIUM: 390mg
  • CARBOHYDRATES: 123g
  • FIBER: 2g
  • SUGAR: 90g
  • PROTEIN: 8g

This nutritional information provides details about the serving size:

  • CALORIES: 698
  • TOTAL FAT: 21g, including saturated fat (11g) and unsaturated fat (9g)
  • CHOLESTEROL: 85mg
  • SODIUM: 390mg
  • CARBOHYDRATES: 123g, with 2g of fiber and 90g of sugar
  • PROTEIN: 8g

How Do You Prevent Pineapple Upside Down Cake From Sticking to the Pan?

To ensure a flawless release and prevent your pineapple upside-down cake from sticking to the pan, just follow these simple steps:

  • Grease the pan generously: Give the cake pan a good coating of butter or cooking spray, covering every nook and cranny evenly.
  • Line the pan with parchment paper: Cut a piece of parchment paper to fit the bottom of the pan and lay it on top of the greased surface. This extra layer will work wonders in preventing any sticking and facilitate an effortless release later on.
  • Arrange your toppings: Now, it’s time to get creative! Artfully arrange your pineapple slices, cherries, or any other toppings you desire in the greased and lined pan, ensuring they cover the entire bottom surface evenly.
  • Pour the batter with care: Take your prepared cake batter and gently pour it over the arranged toppings, ensuring an even distribution. If needed, use a spatula or the back of a spoon to level the surface.
  • Bake and let it cool: Follow the baking instructions in your recipe and patiently wait for your cake to bake to perfection. Once done, remove it from the oven and allow it to cool in the pan for a few minutes.
  • Flip it over: Excitement builds as you reach this step! Grab a serving plate or any flat surface larger than the pan. Holding onto both the pan and the plate firmly, quickly, and carefully flip the cake upside down. Voila! The cake should effortlessly release onto the plate.
  • Remove the parchment paper: Gently lift the pan off the cake, unveiling the gorgeous topping. If the parchment paper clings onto the cake, just peel it off slowly, revealing the masterpiece underneath.

By generously greasing the pan, lining it with parchment paper, and performing the expert flip while the cake is still warm, you’ll guarantee a flawless release every time.

How Do You Remove this Pioneer Woman Pineapple Upside Down Cake from the Pan?

To successfully remove a Pioneer Woman Pineapple Upside Down Cake from the pan, follow these simple steps:

  • Allow the cake to cool: After removing the cake from the oven, give it about 10 to 15 minutes to cool in the pan. This step helps the cake to set and makes it easier to handle.
  • Loosen the edges: Gently slide a thin, flexible spatula or a butter knife around the edges of the cake to separate it from the sides of the pan. Make sure to reach down to the bottom of the pan.
  • Invert the cake: Take a large serving plate or a flat surface that is bigger than the pan and place it on top of the cake. Hold the pan and the plate tightly together, and swiftly and cautiously flip them over to invert the cake. Gravity will work its magic and help release the cake from the pan.
  • Tap the bottom of the pan: Once the pan is inverted, softly tap the bottom of the pan with your hand or a wooden spoon. This gentle action helps loosen any stubborn parts of the cake and encourages it to come free from the pan.
  • Lift off the pan: Slowly lift the pan off the cake. If the cake doesn’t release easily, give it a gentle shake or tap the pan again to help it come loose.
  • Remove the parchment paper: If you used parchment paper to line the bottom of the pan, gently peel it off from the cake.

How Long Can Pineapple Upside Down Cake Last in the Fridge?

The pineapple upside-down cake can stay fresh in the fridge for 2 to 3 days. After baking, let it cool to room temperature and then wrap it tightly with plastic wrap before refrigerating. For added convenience, you can even divide the cake into individual wedges and store them in airtight glass containers.

How Long Can You Freeze Pineapple Upside Down Cake?

To ensure the long-lasting freshness of pineapple upside down cake, it can be conveniently frozen for up to 3 months. The most effective method of freezing involves dividing the cake into medium portions, carefully placing them in freezer bags, and extracting as much air as possible from the bags. Adding a date label to each bag before freezing will aid in effortless tracking.

How to Thaw Frozen Pineapple Upside-Down Cake

To properly thaw a frozen pineapple upside-down cake, follow these steps:

  • Transfer to the refrigerator: Begin by taking the frozen pineapple upside-down cake out of the freezer, and place it on a plate or tray. Ensure that you store the cake in a sealed container or wrap it tightly with plastic wrap to prevent any moisture loss and freezer burn.
  • Allow time for thawing: It’s important to let the cake thaw slowly in the refrigerator. The recommended time for this process depends on the size and thickness of the cake. Generally, leaving the cake in the refrigerator for 24 to 36 hours will help maintain its delightful texture and flavor.
  • Check for doneness: After the designated thawing time has passed, carefully check the cake to ensure it has been completely thawed. Gently press the surface of the cake using your finger; it should feel soft and springy.
  • Serve at room temperature: Once the cake is fully thawed, you can remove it from the refrigerator and allow it to sit at room temperature for a brief period before serving. This step enhances the cake’s overall flavor and texture, making it even more delightful to enjoy.

Remember, it’s best to avoid thawing the frozen pineapple upside-down cake using the oven or microwave. These methods may lead to uneven thawing and affect the cake’s desired texture. Instead, opt for the gradual thawing process offered by the refrigerator, as it preserves the cake’s exceptional quality.

How to Reheat Pineapple Upside-Down Cake in the Oven

To reheat a pineapple upside-down cake in the oven, follow these steps for delicious results:

  • Preheat the oven: Ensure optimal warmth by preheating your oven to 350°F (175°C).
  • Cover with foil: Shield the cake with aluminum foil, allowing it to heat evenly without browning too soon or drying out.
  • Place in the oven: Position the cake on the center rack, ensuring even distribution of heat.
  • Reheat for 15 to 20 minutes: Let the cake warm up for approximately 15 to 20 minutes (time may vary depending on the cake’s size and thickness). Keep an eye on it to avoid overheating.
  • Check for doneness: Carefully remove the cake from the oven. To ensure thorough reheating, insert a toothpick or cake tester into the center. If it comes out clean or with a few moist crumbs, the cake is ready.
  • Serve and enjoy: Once reheated, remove the foil and allow the cake to cool for a few minutes. Slice and savor the warm, delightful flavors for an unforgettable treat.

How to Reheat Pineapple Upside-Down Cake in the Microwave

Reheating pineapple upside-down cake in the microwave is quick and easy! Just follow these steps:

  • Divide the cake: To ensure even heating, slice the pineapple upside-down cake into individual servings. This way, no part will be too hot or cold.
  • Place on a microwave-safe plate: Prepare a microwave-safe plate to hold each slice of cake. Make sure it’s suitable for use in the microwave.
  • Set the microwave to medium power: Opt for medium power or 50% power level to gently reheat the cake without drying it out or overcooking.
  • Warm in intervals: Microwave each slice for about 2 minutes at a time on medium power. Remember, microwave ovens can vary, so adjust the time accordingly. Check for doneness after each interval.
  • Check for warmth: Carefully remove the plate from the microwave and test the cake’s temperature. If it’s not warm enough, continue microwaving in short intervals until you reach the desired warmth.
  • Serve and enjoy: Once the cake is warm, take it out of the microwave and let it cool slightly before serving. Indulge in the deliciousness of reheated pineapple upside-down cake while it’s still warm and full of flavor.

Note: Remember, be cautious not to overheat the cake in the microwave as it can result in a dry or rubbery texture. Reheat in shorter intervals and check for warmth to avoid any mishaps. 

How to Reheat Pineapple Upside-Down Cake in the Air Fryer

To achieve the best results, follow these steps when using your air fryer for baking a pineapple upside-down cake:

  • Set the air fryer to 350°F (175°C).
  • Divide the cake into individual servings that fit comfortably in the air fryer basket.
  • For each portion, cover it with foil to prevent drying during baking.
  • Bake the cake slices for approximately 7 minutes. Check the temperature, and if needed, give the slices an additional 1 to 2 minutes.

Note: If you skip using the foil while reheating the cake in the air fryer, it may cause the cake to become dry.

What to Serve With Pineapple Upside Down Cake

Here are some fantastic suggestions to elevate your cake experience:

  • Whipped Cream Delight: Crown your warm cake with dollops of freshly whipped cream. The creamy and luscious texture perfectly complements the cake’s sweetness, creating a heavenly treat.
  • Vanilla Ice Cream Bliss: Pair a slice of warm pineapple upside-down cake with a generous scoop of velvety vanilla ice cream. The contrasting temperatures and flavors intertwine for a classic and delightful combination.
  • Burst of Freshness: Enhance the cake’s appeal with slices of fresh fruit such as strawberries, raspberries, or mangoes. The vibrant colors and tangy taste infuse a refreshing twist into each bite.
  • Tangy Cranberry Drizzle: For those seeking a tangy and slightly tart contrast, drizzle some cranberry sauce over the cake slices. The exquisite balance of flavors creates a harmonious and mouthwatering blend.
  • Decadent Chocolate Indulgence: For chocolate aficionados, a drizzle of warm chocolate sauce over the cake is the epitome of indulgence. The rich cocoa flavor effortlessly harmonizes with the caramelized pineapple and buttery cake.
  • Irresistible Ice Cream Pie: Elevate your cake experience by transforming it into a remarkable ice cream pie. Layer slices of pineapple upside-down cake with your favorite ice cream flavors, freeze until firm, and relish the chilled delight.
  • Refreshing Iced Coffee Companion: If you opt for a breakfast or brunch treat, pair your cake with a refreshing glass of iced coffee. The combination of the cake’s sweetness and the cool, caffeinated drink provides a delightful contrast.
  • Playful Strawberry Boba Twist: Embark on a culinary adventure by matching your cake with a glass of strawberry boba tea. The fruity and chewy boba pearls alongside the delightful cake create an enticing and playful experience.
  • Warm Mexican Hot Chocolate: Indulge in the comforting embrace of a cup of Mexican hot chocolate. The rich, spiced flavors of the hot chocolate perfectly complement the cake, offering a cozy and heartwarming sensation.

FAQs of pioneer woman pineapple upside down cake

What is the significance of pineapple upside-down cake?

Pineapple upside-down cake is a classic dessert that has been around for decades. It’s traditionally made with pineapple slices, butter, brown sugar, and a cake batter that is poured over the top before baking. The result is a golden-brown cake with sweet caramelized pineapple topping.

Who invented the pineapple upside-down cake?

The pineapple upside-down cake was first created in the 1920s by a woman named Ellen B. Marsh. According to legend, she found a can of pineapple slices in her pantry and decided to make a cake with them. Today, the dish is still popular and has been featured on shows like The Pioneer Woman.

How does Martha Stewart make pineapple upside-down cake?

Martha Stewart’s recipe for pineapple upside-down cake starts with a simple batter made from butter, sugar, eggs, flour, and vanilla. The pineapple slices are arranged in the bottom of a cake pan and then covered with melted butter and brown sugar before adding the batter on top. The cake is baked until golden brown and served warm with a dollop of whipped cream.

Can you make a pineapple upside-down cake the day before you need it?

Yes, you can make a pineapple upside-down cake the day before you need it. After baking, allow the cake to cool completely and store it in an airtight container at room temperature for up to two days. When ready to serve, warm the cake briefly in the oven if desired before topping it with whipped cream or ice cream.

Why is My Pineapple Upside Down Cake Soggy?

If your pineapple upside-down cake is soggy, this could be because the cake was over-mixed or there was too much liquid in the batter. To prevent this, make sure to mix the ingredients gently and only until just combined. If necessary, reduce the amount of liquids in the recipe. Additionally, check that you are not using overly ripe fruits or juices, as these can make the cake too wet.

Should I Use Parchment Paper For This Pineapple Upside Down Cake?

Parchment paper is not necessary for this pineapple upside-down cake, but it can help prevent the pineapple slices from sticking to the bottom of your pan. If you are using parchment paper, be sure to lightly grease it with butter or cooking spray before adding the pineapple slices and batter. Additionally, make sure that the parchment paper does not extend up higher than the sides of your cake pan.

Can I Substitute Pineapple Juice with Water in this Recipe?

Yes, you can substitute pineapple juice with water in this recipe. However, keep in mind that the juice will add additional flavor to your cake, so using water will result in a slightly less flavorful cake. Additionally, be sure to reduce the amount of liquid added if using water instead of pineapple juice.

Can I Use Fresh Pineapple Instead of Canned?

Yes, you can use fresh pineapple instead of canned for this recipe. To do so, simply substitute the amount of canned pineapple indicated with an equal amount of freshly sliced and prepared pineapple. Additionally, be sure to reduce the brown sugar in the recipe if using fresh pineapple as it is generally sweeter than canned.

Can I Make Pineapple Upside Down Cake the Night Before?

Yes, you can make a pineapple upside-down cake the night before. After baking, allow the cake to cool completely and store it in an airtight container at room temperature for up to two days. When ready to serve, warm the cake briefly in the oven if desired before topping it with whipped cream or ice cream.

Conclusion: pioneer woman pineapple upside-down cake

As we have seen in this post, the Pineapple Upside Down Cake from Pioneer Woman is a delicious and easy-to-make treat. It can be enjoyed whether you’re a baker or not because its unique flavor makes it stand out among other cakes. The amount of sweetness and tanginess that it offers can bring delight to any dinner table or tea party. No matter what the occasion may be, this cake will please the palette of any buyer. Its availability at both local stores and online websites makes it accessible for anyone’s convenience as a bonus. Whether it’s your first time trying this delectable cake or not, you are sure to experience something special with the Pioneer Woman Pineapple Upside Down Cake!

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Pioneer woman pineapple upside down cake

Pioneer woman pineapple upside down cake

osbertpresley
The Pioneer Woman pineapple upside-down cake is a delightful and effortless dessert, perfect to impress guests at any special gathering. By following Pioneer Woman's step-by-step instructions, even beginners can create a flawless pineapple upside-down cake.
prep time
20 MINUTES
cooking time
40 MINUTES
servings
8
total time
1 HOUR 10 MINUTES

Equipment

  • 9x13 inch cake pan

  • parchment paper

  • whisk

  • wooden spoon

  • mixing bowls

Ingredients

  • 2 ½ cups all-purpose flour

  • 2 cups granulated sugar

  • 1 ½ cups whole milk

  • ¼ cup vegetable shortening

  • 1 tablespoon baking powder

  • 2 teaspoon vanilla extract

  • 1 teaspoon kosher salt

  • 2 large eggs

  • 1 20-ounce can of sliced pineapple, plus 2 tablespoon pineapple juice

  • 1 stick unsalted butter, softened, divided

  • 1 ⅓ cups brown sugar

  • Maraschino cherries

Instructions

1
Preheat the oven to 350°F. For the Cake Batter: In a bowl, combine the flour, granulated sugar, milk, shortening, baking powder, vanilla, salt, and eggs. Beat the mixture until smooth.
2
Add the pineapple juice and 4 tablespoons of unsalted butter (half of the total amount) to the batter. Mix well. In a large ovenproof skillet, melt the remaining 4 tablespoons of unsalted butter. Swirl the skillet to evenly coat it with the butter.
3
Sprinkle the brown sugar over the melted butter, ensuring it covers the entire surface of the skillet. Do not stir the sugar. Once the sugar dissolves, remove the skillet from the heat. Arrange the pineapple slices over the syrup, placing cherries in the center of each pineapple slice.
4
Pour the cake batter over the pineapple slices, spreading it evenly. Place the skillet in the preheated oven and bake the cake for 30 to 40 minutes. Check the cake's doneness with a cake tester or toothpick 5 minutes before the recommended baking time ends.
5
Once the cake is done, remove it from the oven and run a knife around the edge of the skillet. Carefully place a plate upside down on top of the skillet.
6
Invert the skillet, allowing the cake to release onto the plate. If some parts stick to the skillet, use a small knife to patch them together. Allow the pineapple upside-down cake to cool slightly for 5 to 10 minutes.
7
Cut the cake into wedges and serve it warm with a dollop of vanilla ice cream or whipped cream. Enjoy this delightful dessert!
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About author
As the owner of greenteahouserestaurant.com, I'm Osbert Presley – an enthusiastic chef passionate about culinary exploration. Since childhood, cooking has brought me immense delight, and it's been my mission to share the joys of food and drinks with everyone around me. I'm always searching for new recipes and discovering tips & tricks that help people in their kitchen adventures. One of my favorite activities is entertaining guests at dinner parties; nothing gives me more pleasure than creating a memorable experience for friends & family!
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